Wow, i will do this on saturday when I'll be home alone. If any Female would like to watch or even roll for me that'd be great ;) just pm me :)

from karl
 

Phase 1: Dress
5 - Completely naked

Now that you are properly dressed, we will start with a small punishment. This are designed to keenly focus your mind on the task at hand and raise your apprehension of what is to come.

Phase 2: Introductory punishment
3 - Write "I will do as I am told." 10 times on a sheet of paper


Alright, we shall start by prepping your anus for the events this evening. I want you to do a thorough job so that everything is appropriately lubricated. This is for your own good. If you are wearing clothes, you are to only bare the needed areas. For example, if I need access to your anus, pull your pants down or skirt up. Do you understand? Good.

This section will tell you in what position (unless otherwise stated) you are to be in for each given phase. You will refer to it and roll each time you reach a new phase. We will now lubricate you. You are allowed to use anything you wish as lubrication, but I urge you to choose something that will truly lubricate. You don't want to use toothpaste... at least not yet.

Positions:
Spoiler:
1 - On your hands and knees
2 - On your side with your knees pulled up to your chest
3 - On your back with your knees pulled up you your chest
4 - Bent over your bed (or chair, table, desk, etc)
5 - On your stomach with your legs together and a pillow under your hips
6 - Standing


Position :
5 - On your stomach with your legs together and a pillow under your hips
Phase 3: Preparation
2 - Place a large amount of lube on two fingers and slowly spread it around and inside of your anus. Repeat this three times.


Now we are going to introduce your anus to some mild stretching. We will begin with your fingers and move on from there. While you are performing the actions, you are to think about how this will remind you to correct your behavior. Thank me aloud for allowing you to do this, as without this period of stretching, the rest of the program would be much more severe.

Phase 4: Stretching
3 - Use one finger, but you must be rough. Jam it in, bend it, twist your finger around, withdraw it quickly, etc. You must do this for 3 minutes.

Now that you are stretched out, let's introduce you to the object which will be invading and causing so much discomfort this evening. Hold your dildo in front of your face.

Phase 5: Your dildo
3 - Perform oral sex on it for two minutes. Start slow and work your way up to bobbing your head deeply on it.


Now, you are to lubricate the dildo. Spread the liquid all over the surface and thoroughly coat it. If at any point you feel that you need lube, feel free to add some.

Are you ready for it to invade your ass? I really don't care one way or the other, because it is about to happen.

Phase 6: It begins
5 - Quickly thrust it in two inches and them withdraw until just the tip is in, wait 10 seconds and then thrust again. Repeat 20 times.


There.. that wasn't so bad, was it? If you truly thought it was, then you are in for a huge surprise. For this section, use http://www.metronomeonline.com/ Each time there is a beat, you should thrust the dildo.

Phase 7: Fucking
2 - All of the way in, half way out. 40 bpm, 3 minutes


Positions : 1 - On your hands and knees

Phase 8: More (remember to roll for position each time)
4 - All of the way in, most of the way out, 58 bpm, 3 minutes

Enjoying yourself? It matters not. Let's change things up, shall we; we don't want anything getting stale.

Positions : :4 - Bent over your bed (or chair, table, desk, etc)

Phase 9: Cool off your ass for a bit
3 - Insert 3 ice cubes until they melt

There, wasn't that pleasant. The cold will contract your skin and make these phases more intense. Relubricate the dildo and move on to the next phase.

positions: 2 - On your side with your knees pulled up to your chest

Phase 10: Back to the dildo
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes

If I am not mistaken, I believe you enjoyed that last phase. You were moaning and gyrating like you derived pleasure from fucking your ass. For this, you will be punished.

Phase 11: Punishment
4 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank your genitals, but focused. Men should only swat their cockhead, ladies, spread your vulva and swat your clitoris. It should be moderate strength and at 69 bpm.


This program isn't without a little pleasure. I find that pleasure makes the lesson lodge more permanently in your mind, so it's for the use of the program, not simply for your carnal needs.

Positions : 4 - Bent over your bed (or chair, table, desk, etc)
Phase 12: Pleasure
6- Place three clothes pegs on each nipple and edge yourself once.


Let's go back to the subject at hand. The dildo and your ass.

positions :3 - On your back with your knees pulled up you your chest


Phase 13: Drilling
1 - Insert the dildo one inch and leave it there. Twist it 180 degrees each time the beats hits at 126 bpm. Two minutes of this.


That was a lovely change of pace. Now, back to fucking. Remember to roll for position each time.

positions : 5 - On your stomach with your legs together and a pillow under your hips

Phase 14: Are you sore yet?
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes

I believe it is time for a little more punishment.

positions :6 - Standing

Phase 15: More pain
2 - Place three clamps on each nipple and then spank your genitals hard or one minute. 80 bpm.


Alright, we're nearing the end. Things only get rougher from here.

positions : 1 - On your hands and knees

Phase 16: More fucking
Spoiler:
1 - All of the way in, half way out, 80 bpm, 4 minutes

positions :6 - Standing

Phase 17: The end
4 - Fuck yourself with the dildo, All of the way in, half way out, 92 bpm. Orgasm.


You have now completed the Anal Reform School Program. Do comment and tell all of the other participants what you rolled and how everything felt. Tell me what you enjoyed and hated most so that I can better craft future posts to your desires.

As usual a really good humiliating and effective training for ass play... master loved seeing me doing all this...

karl

A long while ago I failed when my wife bet me I couldn't complete sexdemons anal hell dare. Today her and her/our friend who we kinda swing with were joking about it and how much of a wuss I was. Anyway I bet them they couldn't do it and things went back and forth until we came to the agreement that if I complete anal reform without any re rolls or cheating my wife would the have to do anal hell (she enjoys anal but ass to mouth is a limit!) if she completes it with no changes etc our friend would also have to attempt it (she dislikes anal!) if my wife failed anal hell our friend could complete anal heaven. If our friend fails either of them she has to do anal reform.

I've completed this and my wife is currently in anal hell as I write up how my reform went.

Naked

No punishment

Bent over the sofa I put a lot of lube on 2 fingers and slowly worked them around my anus 3 times. It was the most relaxing anal task I've ever done

Now on my back on the floor I slowly inserted one finger

I had nothing to do with dildo

On my back again this was humiliating I had to press the tip of the 8 inch dildo to my hole and say please no before slowly inserting it all the way in and holding for 10 seconds 10 times. The feeling going in was nice but I was so humiliated and the girls were really laughing At me

All the way in half way out at 50bpm bent over bed

Same again but on hands and knees

1 ice cube...not nice!

All the way in half way out on all 4's at 58bpm felt my self getting close to Cumming and my dick was practically pouring Precum


Sat on the dildo omg that felt weird painful yet right on the edge of pleasure. Had to spanl my dickhead with a belt, it really stung!

Edged once it took less than a minute

Drilled with it fully inserted at 126bpm omg that felt weird. It was hard to keep a hold of the dildo so I went as fast as o could but it was slower than the beat

Bent over sofa all the way in most way out at 69bpm so hard not to cum

Toothpaste on dick...did noting for me


All the way in halfway out at 80bpm on my back

Bent over sofa I fucked myself at 92bpm and came very quickly and messily while rubbing my dick on the sofa!

Phase 1: Dress
6 - Naked with a pillowcase over your head

Phase 2: Introductory punishment
1 - Stand in the corner for five minutes

Phase 3: Preparation
4 - Bent over your bed (or chair, table, desk, etc)
4 - Coat one finger in lubrication and quickly shove it into your anus. Repeat this five times.

Phase 4: Stretching
6 - Standing
6 - You appreciation was not sincere enough. You are not allowed to stretch yourself with your fingers.

Phase 5: Your dildo
1 - On your hands and knees
5 - Rough face-fucking. Immediately insert it as deeply as you can. Gag yourself on it. Take it out and slap your face with it. Pretend that the dildo is a real cock that wants to use your mouth abusively. Two minutes.

Phase 6: It begins
5 - On your stomach with your legs together and a pillow under your hips
6 - You are most unlucky. Press the tip against your anus and moan aloud "please, no..." then slowly, inch by inch, completely impale your ass. Wait 10 seconds and them completely remove it. Repeat 10 times.

Phase 7: Fucking
1 - On your hands and knees
5 - All the way in, half way out. 3 minutes at 50 bpm

Phase 8: More (remember to roll for position each time)
3 - On your back with your knees pulled up you your chest
4 - All of the way in, most of the way out, 58 bpm, 3 minutes

Phase 9: Cool off your ass for a bit
2 - On your side with your knees pulled up to your chest
4 - Insert 4 ice cubes until they melt

Phase 10: Back to the dildo
4 - Bent over your bed (or chair, table, desk, etc)
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.

Phase 11: Punishment
1 - On your hands and knees
6 - More ice. Insert one ice cube and then reroll phase 10, fucking yourself while the cube melts.

Phase 10: Back to the dildo
3 - On your back with your knees pulled up you your chest
5 - All of the way in, half way out, 69 bpm, 3 minutes

Phase 12: Pleasure
2 - On your side with your knees pulled up to your chest
5 - Slowly, ever so slowly pleasure yourself for five minutes. Do not orgasm.

Phase 13: Drilling
1 - On your hands and knees
3 - Insert it completely and leave it there. Twist at 126 bpm, two minutes.

Phase 14: Are you sore yet?
5 - On your stomach with your legs together and a pillow under your hips
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.

Phase 15: More pain
2 - On your side with your knees pulled up to your chest
5 - Coat your cock or vulva with toothpaste, insert the dildo completely and stand in the corner for two minutes. Clean it off afterward.

Phase 16: More fucking
1 - On your hands and knees
4 - All of the way in, most of the way out, 92 bpm, 4 minutes

Phase 17: The end
4 - Bent over your bed (or chair, table, desk, etc)
5 - Coat the dildo in toothpaste and insert it completely. Bring yourself to orgasm.

Sounds like you'll be having fun! Don't forget to report how it goes!!

This is really good. I really like this challenge.

My ass is rarely ever used so i think if I were to attempt it I would to be supervised to prevent chickening out.

I like the fact it takes you through a complete training process including how to start gaping properly and develop a bigger gape!

Anyone private message me with anal dares will do hard ones with cum

Phase 1.
5 - Completely naked

Fine for me, I'll probably sweat before end.


Phase 2.
2 - Stand with a penny between your nose and a wall for 4 minutes

I just felt a little bit stupid.


Phase 3.
4 - Coat one finger in lubrication and quickly shove it into your anus. Repeat this five times.
5 - On your stomach with your legs together and a pillow under your hips

Easy and really pleasurable.


Phase 4.
4 - Use two fingers roughly for 3 minutes.
2 - On your side with your knees pulled up to your chest

Rough but fine, my asshole was contracting during the last minute and my cock began to become hard.


Phase 5.
1 - Study it for one minute. Look at every contour and curve. Imagine how stretched your anus is going to be when it is used on you

A medium size candle, curved by the multiple insertions in my butt. It will be fine.


Phase 6.
6 - You are most unlucky. Press the tip against your anus and moan aloud "please, no..." then slowly, inch by inch, completely impale your ass. Wait 10 seconds and them completely remove it. Repeat 10 times.
5 - On your stomach with your legs together and a pillow under your hips

It was very exciting to moan aloud before each insertion. The slow insertions was pleasurable, but too deep, I've felt the candle stroke in my ass each time.


Phase 7.
1 - Thrust the dildo half way in, and almost all of the way out. 3 minutes at 40 bpm
1 - On your hands and knees

Very nice, I feel really confortable, my cock is hard now.


Phase 8.
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes
5 - On your stomach with your legs together and a pillow under your hips

Not so bad, but air entered my ass and makes me fart. At the end my ass is a little gaping.


Phase 9.
2 - Insert 2 ice cubes until they melt
6 - Standing

Very cold at start, a little burn, but very exciting after. I felt the melted ice cubes running down my leg.


Phase 10.
4 - All of the way in, most of the way out, 58 bpm, 3 minutes
1 - On your hands and knees

That was very painful, my asshole was really tight after the ice phase, and the candle was going too far. 3 awful minutes.


Phase 11.
6 - More ice. Insert one ice cube and then reroll phase 10, fucking yourself while the cube melts.
1 - On your hands and knees

Really bad but exciting. My ass is sore, but my cock is hard.


Phase 12.
5 - Slowly, ever so slowly pleasure yourself for five minutes. Do not orgasm.
6 - Standing

Soooo good, really hard not to cum, I edged at least ten times... Very frustrating.


Phase 13.
2 - Halfway. Twist at 126 bpm, two minutes.
6 - Standing

OMG, I'm near to cum without touching my cock. Wonderful.


Phase 14.
2 - All of the way in, most of the way out, 50 bpm, 3 minutes
5 - On your stomach with your legs together and a pillow under your hips

My asshole is really sore now, the stroke so deep is painful, I feel tears in my eyes, but I'm excited as hell.


Phase 15.
1 - Coat you cock or vulva (be sure to get the head or clit) with toothpaste. Stand in the corner without touching yourself for two minutes. Afterward, clean it off.

It burn my cock, it's awful, but my cock stay hard.


Phase 16.
4 - All of the way in, most of the way out, 92 bpm, 4 minutes
1 - On your hands and knees

Tears are falling, My ass is gaping, really sore.


Phase 17.
6 - Coat the dildo in toothpaste and fuck yourself at your own pace. Bring yourself to orgasm.
3 - On your back with your knees pulled up you your chest

My asshole burns like hell, It was painful before toothpaste, now it's awfully sore. I feel my heart beating deep in my ass. I cry from pain but I cum in 10 seconds. 30 minutes later I'm still feeling the toothpaste burn.


Awful dare, really painful, despite I'd got a great orgasm. I'll probably feel my asshole all the day tomorrow!

everything was fine until the final phase, i rolled 6, my toothpaste was spear mint extra and i know i'm finished. i coat the 9 inch dildo evenly and the moment i shove it up the ass i literally went up to heaven and my ass went to hell. i kept fucking my self as fast as possible (about 120 rpm) hoping to cum quickly and end it. but i was in chastity and cant touch my sissy clit, it only burns even more and after 5 minutes i gave up. after i cleaned up and rest for 30 min my heart and ass is still trembling in the pain and pleasure in my ass.

so i failed at the last part, anyone please feel free to give me a punishment :)

I did this date when I first joined and loved it. Getting ready to do it next week when I get my new dildo. Will post results

Did this with my 7 inch dildo, enjoyed it

Phase 1: Dress
5 - Completely naked

Easy enough.

Phase 2: Introductory punishment
6 - You are lucky. You escape punishment

Hmmm I guess not bad.

Phase 3: Preparation
2 - Place a large amount of lube on two fingers and slowly spread it around and inside of your anus. Repeat this three times.
2 - On your side with your knees pulled up to your chest

Fun way to lube up

Phase 4: Stretching
5 - Gently insert one finger for 1 minute, then two fingers for 1 minutes, and then three fingers for 1 minute.
4 - Bent over your bed (or chair, table, desk, etc)

Oooh fun warmup

5 - Rough face-fucking. Immediately insert it as deeply as you can. Gag yourself on it. Take it out and slap your face with it. Pretend that the dildo is a real cock that wants to use your mouth abusively. Two minutes.
Phase 5: Your dildo
6 - Standing

Fun, but I kinda cheated and kneeled instead of stood

Phase 6: It begins
6 - You are most unlucky. Press the tip against your anus and moan aloud "please, no..." then slowly, inch by inch, completely impale your ass. Wait 10 seconds and them completely remove it. Repeat 10 times.
2 - On your side with your knees pulled up to your chest

Define unlucky, I liked it :3

Phase 7: Fucking
6 - Unlucky. All the way in, most of the way out 56 bpm, 3 minutes
4 - Bent over your bed (or chair, table, desk, etc)

Seemed lucky to me

Phase 8: More
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.
1 - On your hands and knees

Again, you say unlucky I say fun

Phase 9: Cool off your ass for a bit
5 - Rub one ice cube against your anus for one minute
3 - On your back with your knees pulled up you your chest

Not a fan of ice, but OK

Phase 10: Back to the dildo
1 - All of the way in, half way out, 58 bpm, 3 minutes
6 - Standing

I came here to wreck my ass so that's more unlucky in my book, but still fun

Phase 11: Punishment
2 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank each nipple for one minute. It should be moderate strength and at 69 bpm.

Not bad, somewhat enjoyable

Phase 12: Pleasure
5 - Slowly, ever so slowly pleasure yourself for five minutes. Do not orgasm.
5 - On your stomach with your legs together and a pillow under your hips

I hate using the front but it never said how to pleasure so I slowly continued fucking my ass

Phase 13: Drilling
2 - Halfway. Twist at 126 bpm, two minutes.
2 - On your side with your knees pulled up to your chest

Drilling somewhat unpleasant but satisfying

Phase 14: Are you sore yet?
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.
6 - Standing

Again I want plowed so sounds lucky to me

Phase 15: More pain
3 - Insert the dildo completely and spank your ass hard for two minutes. 52 bpm. Each spank should hurt and curl your toes. Clean it off.
5 - On your stomach with your legs together and a pillow under your hips

Was sort of awkward working around the dildo but enjoyed the penetrated spanking and the A2M

Phase 16: More fucking
6 - Unlucky. All of the way in, most of the way out. 100 bpm, 4 minutes.
4 - Bent over your bed (or chair, table, desk, etc)

Dice loves giving me 6, but I like the fucking so yeah.

I put the dildo in and started writing this before continuing, time to finish I guess

Phase 17: The end
2 - Fuck yourself with the dildo at your own pace and bring yourself to orgasm.
3 - On your back with your knees pulled up you your chest

Woo anal orgasm, took time but fun

from karl under supervision
 

Here is what i got :

Phase 1: Dress
6 - Naked with a pillowcase over your head

phase 2 : introductory punishment
3 - Write "I will do as I am told." 10 times on a sheet of paper

position : 4 - Bent over your bed (or chair, table, desk, etc)

phase 3 : preparation
5 - Use the finger and thumb of one hand to spread your anus and drizzle it into yourself.


Phase 4: Stretching
3 - Use one finger, but you must be rough. Jam it in, bend it, twist your finger around, withdraw it quickly, etc. You must do this for 3 minutes.


Phase 5: Your dildo

3 - Perform oral sex on it for two minutes. Start slow and work your way up to bobbing your head deeply on it.

Phase 6: It begins
4 - In one motion, slowly insert it two inches. Wait 10 seconds and then quickly pull it out. Repeat this 20 times.


Phase 7: Fucking
1 - Thrust the dildo half way in, and almost all of the way out. 3 minutes at 40 bpm


Phase 8: More (remember to roll for position each time)
5 - All of the way in, half way out, 69 bpm, 3 minutes


Phase 9: Cool off your ass for a bit
4 - Insert 4 ice cubes until they melt



Phase 10: Back to the dildo
5 - All of the way in, half way out, 69 bpm, 3 minutes


Phase 11: Punishment
4 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank your genitals, but focused. Men should only swat their cockhead, It should be moderate strength and at 69 bpm.


Phase 12: Pleasure
3 - Edge yourself while thrusting the dildo into yourself. You may go at the pace of your choice.


Phase 13: Drilling
6 - Insert it completely and leave it there. Twist at 160 bpm, two minutes.


Phase 14: Are you sore yet?
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes



Phase 15: More pain
6 - This is going to be rough... three clamps on each nipple, dildo completely inserted, toothpaste on genitals, and edge once.

Phase 16: More fucking
2 - All of the way in, most of the way out, 80 bpm, 4 minutes


Phase 17: The end
6 - Coat the dildo in toothpaste and fuck yourself at your own pace. Bring yourself to orgasm.


I exploded in a ruined orgasm under master's supervision... Ass still sore


karl

sounds really good.

can someone recreat this for doing anal for the first time?